Water → Methyl-7-methoxy-2-methylbenzo[b]furan-4-carboxylate

HRID 548969노트

반응식

HRID 548969 반응식
[CH3:1][O:2][C:3]1[C:8]2[O:9][C:10]([CH3:12])=[CH:11][C:7]=2[C:6]([C:13]([OH:15])=[O:14])=[CH:5][CH:4]=1.[C:16](=O)([O-])[O-].[K+].[K+].S(OC)(OC)(=O)=O.O>CC(C)=O>[CH3:16][O:14][C:13]([C:6]1[C:7]2[CH:11]=[C:10]([CH3:12])[O:9][C:8]=2[C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[O:15]

참가 물질

6

반응물 4

HCID 962WaterHCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 220095237-Methoxy-2-methylbenzo[b]furan-4-carboxylic acid

생성물 1

HCID 66592954Methyl-7-methoxy-2-methylbenzo[b]furan-4-carboxylate수율 75%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a well stirred suspension of 7-methoxy-2-methylbenzo[b]furan-4-carboxylic acid (from step 4) (4.5 g, 24.21 mmol) and powdered potassium carbonate (7.5 g, 54.61 mmol) in acetone (740.0 mL) was added dimethyl sulfate (4.1 g, 32.76 mmol) and refluxed for 2-3 hours. Reaction mixture was cooled to room temperature and water (500 mL) was added to it. The organic material separated was extracted with ethyl acetate (3×100 ml). The combined organic layers were washed with water ((2×100 mL) and dried over anhydrous sodium sulfate. Removal of solvent under vacuo gave product (4.0 g) as brown viscous oil.

후처리

  1. temperaturerefluxed for 2-3 hours
  2. customReaction mixture
  3. customThe organic material separated
  4. extractionwas extracted with ethyl acetate (3×100 ml)
  5. washThe combined organic layers were washed with water ((2×100 mL)
  6. dry with materialdried over anhydrous sodium sulfate
  7. customRemoval of solvent under vacuo

출처 및 근거

ORD 기록
ord-ea68ab432b434fd194e607f065ded86b
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07943634B2

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